(2-(trifluoromethyl)phenyl)acetic acid → 1'-(2-(2-(Trifluoromethyl)phenyl)acetyl)spiro[indoline-3,4'-piperidin]-2-one

HRID 390174Notes

Reaction equation

HRID 390174 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=O.[NH:15]1[CH2:20][CH2:19][C:18]2([C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][C:21]2=[O:29])[CH2:17][CH2:16]1>>[F:13][C:2]([F:1])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([N:15]1[CH2:20][CH2:19][C:18]2([C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][C:21]2=[O:29])[CH2:17][CH2:16]1)=[O:12]

Participants

3

Reactant 2

HCID 594597(2-(trifluoromethyl)phenyl)acetic acidHCID 18435788Spiro(indole-3,4'-piperidin)-2(1H)-one

Product 1

HCID 582957811'-(2-(2-(Trifluoromethyl)phenyl)acetyl)spiro[indoline-3,4'-piperidin]-2-one

Procedure

The title compound was prepared following a procedure analogous to that described in Example 31 using 2-(2-(trifluoromethyl)phenyl)acetic acid and spiro[indoline-3,4′-piperidin]-2-one. LC-MS Method 3 tR=1.089, min, m/z=389; NMR (CDCl3) 1.19 (m, 1H), 1.28 (m, 1H), 1.75 (m, 4H), 3.62 (m, 1H), 3.88 (m, 5H), 6.81 (d, 2H), 6.93 (m, 1H), 7.13 (m, 2H), 7.35 (m, 2H), 7.47 (m, 1H), 7.61 (d, 1H), 8.41 (s, 1H)

Sources & evidence

ORD record
ord-78c96070ec7547ce87b78725162df8ca
Source dataset
uspto-grants-2013_02
Patent number
US08383629B2

Reaction notes

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